Acetic acid (2R,3R,4R,5R)-3,4-diacetoxy-5-(6-chloro-2-iodo-purin-9-YL)-tetrahydro-furan-2-ylmethyl ester → 2-Iodoadenosine
Reaktionsgleichung
Cl[C:2]1[N:10]=[C:9]([I:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:12]1[O:24][C@H:23]([CH2:25][O:26]C(=O)C)[C@@H:18]([O:19]C(=O)C)[C@H:13]1[O:14]C(=O)C.CO.[NH3:32]>>[I:11][C:9]1[N:10]=[C:2]([NH2:32])[C:3]2[N:4]=[CH:5][N:6]([C:7]=2[N:8]=1)[C@@H:12]1[O:24][C@H:23]([CH2:25][OH:26])[C@@H:18]([OH:19])[C@H:13]1[OH:14]Komponenten
3
Versuchsvorschrift
6.0 g of 6-chloro-2-iodo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine was added to 60 ml of methanol/ammonia (saturated at 0° C.) to cause reaction at a temperature of 60° C. for 17 hours in a sealed tube. The reaction solution was cooled, then degassed, and concentrated under reduced pressure. Crystallization of the residue from water afforded 3.94 g of 2-iodoadenosine (90% yield).
Aufarbeitung
- customreaction at a temperature of 60° C. for 17 hours in a sealed tube